well thats your first problem you shouldnt be doing that dry stop masturbating dry what do you guys call that theres a name for it anyway thats what causes you to lose sensation vaginal sex is wet and its not going to be as tight as your dry hand just because you watch tranny porn doesnt mean youll actually do it irl unless you already have in that case things could change stop masturbating for a while then when you start back up again because you cant handle it anymore use either lube or a lot of spit the point is make sure its very wet then everything should be fine